Ren Tianxiang, Qu Ruina, Song Lu
Key Laboratory of Bio-Inspired Smart Interfacial Science and Technology of Ministry of Education, School of Chemistry, Beihang University, Beijing, China.
Org Biomol Chem. 2023 Oct 18;21(40):8089-8093. doi: 10.1039/d3ob01370g.
We report an efficient and sustainable electrocatalytic approach for the synthesis of 3,3-disubstituted 2-oxindoles bearing ester groups from readily accessible -arylacrylamides and carbazates. The reaction proceeds through an electrochemical iron-catalyzed radical addition/cyclization sequence with a commercially available iron catalyst and carbazates as alkoxycarbonyl radical precursors. This mild and operationally simple method transforms a wide range of structurally diverse -arylacrylamides into oxindole derivatives in good yields and can be smoothly scaled up for the preparation of synthetically valuable oxindoles that are key intermediates for the synthesis of natural products.
我们报道了一种高效且可持续的电催化方法，用于从易于获得的α-芳基丙烯酰胺和氨基甲酸酯合成带有酯基的3,3-二取代吲哚酮。该反应通过电化学铁催化的自由基加成/环化序列进行，使用市售铁催化剂和氨基甲酸酯作为烷氧羰基自由基前体。这种温和且操作简单的方法能将多种结构多样的α-芳基丙烯酰胺以良好的产率转化为吲哚酮衍生物，并且可以顺利放大规模以制备具有合成价值的吲哚酮，这些吲哚酮是合成天然产物的关键中间体。
